Fragrance releasing non-volatile polymeric siloxanes

ABSTRACT

A fragrance releasing siloxane comprising a substituent having the formula (R 1  O) a  (R 2  O) b  (R 3  O) c  (R 4 ) d  (R 5 ) e  SiR U  with R U  a two to forty atom divalent hydrocarbon radical where R 1 , R 2  and R 3  are derived from the group of fragrant esters, ketones, or aldehydes, each independently having the structure: R 7  --CH═C(O--)--R 8 , with R 4  and R 5  selected from the group consisting of monovalent hydrocarbon radical having from one to forty carbon atoms and monovalent alkoxy radicals having from one to forty carbon atoms, where the subscript a has a value ranging from 1 to 3 and the subscripts b, c, d, and e have values ranging from 0 to 2 subject to the limitation that a+b+c+d+e=3; R 7  is selected from the group consisting of hydrogen and monovalent hydrocarbon radicals having from one to one hundred carbon atoms and R 8  is selected from the group consisting of hydrogen and monovalent hydrocarbon radicals having from one to one hundred carbon atoms where the subscript a has a value ranging from 1 to 3 and the subscripts b, c, d, and e have values ranging from 0 to 2 subject to the limitation that a+b+c+d+e=3.

This is a divisional of co-pending application Ser. No. 09/143,498 filedon Aug. 28, 1998.

FIELD OF THE INVENTION

The present invention relates to non-volatile oligomeric or polymericsiloxanes which may be linear, branched or cross-linked, suitable foruse in a variety of applications including personal care formulations,house-hold products, automotive, textiles and molding materials whereinthe non-volatile polymeric siloxane has been chemically modified torelease a fragrant molecule upon hydrolysis. The present inventionfurther relates to such molecules where the rate of fragrant moleculerelease is sufficiently slow so that products formulated with themodified polymeric non-volatile siloxane exhibit a desirable fragrancefor long periods of time.

BACKGROUND OF THE INVENTION

The slow sustained release of a fragrant molecule is a highly desirabletrait in many personal care products. A number of means have beenproposed and implemented to achieve this goal. Among these means aredissolving or suspending fragrant compounds in personal care emulsions(U.S. Pat. Nos. 5,525,588; 5,525,555; 5,490,982; and 5,372,806),encapsulation of a fragrant compound (U.S. Pat. Nos. 5,500,223;5,324,444; 5,185,155; 5,176,903; and 5,130,171), dissolving a fragrantcompound into a hydrophobic phase such as a silicone (U.S. Pat. Nos.5,449,512; 5,160,494 and 5,234,689), incorporation of a fragrantcompound into cross-linked polymers (U.S. Pat. Nos. 5,387,622 and5,387,411), incorporation of fragrant compounds into permeable laminates(U.S. Pat. Nos. 5,071,704 and 5,008,115), incorporation of fragrantcompounds into matrices that soften at body temperature (U.S. Pat. No.4,908,208), incorporation of fragrant compounds into rate controllingmembranes (U.S. Pat. No. 4,445,641) and derivatization of silanes withfragrant alcohols to form alkoxy silanes (U.S. Pat. Nos. 4,524,018 and4,500,725). All of these approaches suffer from one or more of thefollowing problems: 1) the material is not stable in a personal careformulation, 2) the material is not easy or convenient to prepare, or 3)the material does not release the fragrant compound in a slow andsustained fashion.

SUMMARY OF THE INVENTION

The present invention provides for a fragrance releasing siloxane havingthe formula:

    M.sub.f M.sup.F.sub.g D.sub.h D.sup.F.sub.i T.sub.j T.sup.F.sub.k Q.sub.l

where M has the formula R⁷ R⁸ R⁹ SiO_(1/2) ; M^(F) has the formula R⁷ R⁸R^(F) SiO_(1/2) ; D has the formula R¹⁰ R¹¹ SiO_(2/2) ; D^(F) has theformula R¹⁰ R^(F) SiO_(2/2) ; T has the formula R¹² SiO_(3/2) ; T^(F)has the formula R^(F) SiO_(3/2) ; and Q has the formula SiO_(4/2) whereR⁷, R⁸, R⁹, R¹⁰, R¹¹ and R¹² are each independently selected for each M,M^(F), D, D^(F), T and T^(F) from the group of one to forty carbon atommonovalent alkyl or alkoxy radicals and one to forty carbon atommonovalent aryl or aryloxy radicals where the subscripts f or g arepositive, and one or more of the subscripts h, i, j, k or l arepositive, subject to the limitation that one of the subscripts g, i, ork is one or greater than one; where R^(F) has the formula (R¹)_(a)(R²)_(b) (R³)_(c) (R⁴)_(d) (R⁵)_(e) SiR^(U) with R^(U) a two to fortyatom divalent hydrocarbon radical, where R¹, R² and R³ are derived fromthe group of fragrant esters, ketones, or aldehydes, each independentlyhaving the structure:

    R.sup.7 --CH═C(O--)--R.sup.8,

with R⁴ and R⁵ selected from the group consisting of monovalenthydrocarbon radical having from one to forty carbon atoms and monovalentalkoxy radicals having from one to forty carbon atoms, where thesubscript a has a value ranging from 1 to 3 and the subscripts b, c, d,and e have values ranging from 0 to 2 subject to the limitation thata+b+c+d+e=3; R⁷ is selected from the group consisting of hydrogen andmonovalent hydrocarbon radicals having from one to one hundred carbonatoms and R⁸ is selected from the group consisting of hydrogen andmonovalent hydrocarbon radicals having from one to one hundred carbonatoms where the subscript a has a value ranging from 1 to 3 and thesubscripts b, c, d, and e have values ranging from 0 to 2 subject to thelimitation that a+b+c+d+e=3. The present invention also provides forcompositions that comprise a fragrance releasing siloxane. Of particularuse are cosmetic compositions that comprise a fragrance releasingsiloxane

DETAILED DESCRIPTION OF THE INVENTION

The compounds of the present invention introduce fragrant moieties viahydrosilylation of an olefinic silane molecule. These siloxane moleculesare useful in a variety of personal care compositions. The presentinvention is directed to new compositions of matter that are siloxanesthat release a fragrant aldehyde, ketone or ester upon hydrolysis.

The olefinic silanes utilized by the present invention are described bythe formula:

    (R.sup.1).sub.a (R.sup.2).sub.b (R.sup.3).sub.c (R.sup.4).sub.d (R.sup.5).sub.e SiR.sup.6

where R¹, R² and R³ are derived from the group of fragrant esters,ketones, or aldehydes, each independently having the structure:

    R.sup.7 --CH.sub.2 (C═O)--R.sup.8

wherein the fragrant ester, ketone or aldehyde is capable of exhibitingthe enol form of the carbonyl moiety under reaction conditions as shown:

    R.sup.7 --CH.sub.2 (C═O)--R.sup.8 →R.sup.7 --CH═C(OH)--R.sup.8

and which will react through the enol hydroxyl group to form acarbon-oxygen-silicon linkage (i.e. R⁷ --CH═C(O--)--R⁸ where the hyphenafter the oxygen in the formula indicates the species is a monovalentradical and independently describes R¹, R² and R³), with R⁴ and R⁵selected from the group consisting of monovalent hydrocarbon radicalhaving from one to forty carbon atoms and monovalent alkoxy radicalshaving from one to forty carbon atoms, R⁶ a two to forty atom monovalentunsaturated hydrocarbon radical containing a terminal olefinic oracetylenic moiety where the subscript a has a value ranging from 1 to 3and the subscripts b, c, d, and e have values ranging from 0 to 2subject to the limitation that a+b+c+d+e=3; R⁷ is selected from thegroup consisting of hydrogen and monovalent hydrocarbon radicals havingfrom one to one hundred carbon atoms and R⁸ is selected from the groupconsisting of hydrogen and monovalent hydrocarbon radicals having fromone to one hundred carbon atoms. It should be noted that the structure:

    R.sup.7 --CH═C(O--)--R.sup.8

is a conjugate structure that corresponds to the enolate structure:

    R.sup.7 --CH═C(OH)--R.sup.8

but missing the hydroxyl hydrogen. In the structure:

    R.sup.7 --CH═C(O--)--R.sup.8

the hyphen after the oxygen atom indicates a univalent bonding sitewherein the structure is a monovalent radical. As used herein the phrasefrom one to one hundred carbon atoms is chosen wherein the class ofavailable fragrant esters, ketones, and aldehydes is subtended by theformula R⁷ --CH₂ (C═O)--R⁸. As used herein, the phrase monovalenthydrocarbon radical includes both aliphatic and aromatic monovalenthydrocarbon radicals that may also include hetero-atoms such as oxygen,nitrogen, sulfur and the halogens, fluorine, chlorine, bromine andiodine.

The fragrant carbonyl containing species are selected from the groupconsisting of 3-methyl-3-(3-(1-methylethylphenyl))propanal,2-methyl-3-(4-t-butylphenyl)propanal, 3-phenylpropional,2-phenylpropional, propional, isobutyral, 2-methylbutyral, hexanal,octanal, nonanal, decanal, 3,7-dimethyl-1-al, p-tolylacetaldehyde,phenylacetaldehyde,4-(3)(4-methyl-3-pentenyl)-3-cyclohexen-carbaldehyde,2,6-dimethyl-5-heptenal, 3,7-dimethyl-2,6-octadienal, trans-4-decenal,cyclamen aldehyde, 4-(p-methoxyphenyl)-2-butanone, acetophenone,2-pentanone, 2-butanone, 2-heptanone, 3-heptanone, 2-decanone,3-penten-2-one, 6-methyl-5-hepten-2-one, geranylacetone, ionone,5-methyl-alpha-ionone, 2-acetonaphtone, 2-methyl-3-phenylpropan-2-ylacetate, linalyl acetate, menthanyl acetate, 2-phenylethyl acetate,tetrahydrolinalyl acetate, phenethyl propionate, phenethylhexanoate, andbutyl acetate.

The following synthetic examples are intended to illustrate the generalsynthetic reactions schemes that a person having ordinary skill in theart of silicones chemistry would typically employ in order to preparethe olefinic silanes used by the present invention. These reactionschemes are thus illustrative only and do not represent the onlysynthetic pathways that may be utilized. An example of the reactionscheme using a fragrant carbonyl containing moiety,2-methyl-3-(4-t-butylphenyl)propanal: ##STR1## Note that DMF isdimethylformamide. This reaction scheme may also be used to prepare the3-methyl-3-(3-(1-methylethylphenyl))propanal derivative: ##STR2## Thereaction of fragrant carbonyl containing species, i.e. esters, ketonesand aldehydes, requires the establishment of the keto enol tautomericequilibrium.

Tautomerism is the chemical phenomenon of the establishment of anequilibrium between two or more structurally distinct compounds. Innearly all cases, the difference between one tautomeric form of theequilibrium compounds and the other is the isomeric placement of ahydrogen atom. A prevalent form of tautomerism is the tautomericequilibrium established between a carbonyl compound (i.e. one containinga carbonyl group) and having a hydrogen atom alpha to the carbonylgroup, i.e. an α hydrogen: ##STR3## Generally the equilibrium constantfavors the keto form and the equilibrium lies well to the left. Theextent of enolization is greatly affected by solvent, concentration andtemperature. When a strong base is present, both the enol and the ketoform can lose a hydrogen ion (a proton), forming an enolate anion:##STR4## Since both of these structures differ only in the placement ofelectrons, these are canonical forms of the same ion rather thantautomeric isomers. Because oxygen is more electronegative than carbon,the predominate canonical form is the one where the ionic charge is morelocalized on the oxygen atom. While the tautomeric equilibrium betweenenols and ketones or aldehydes is not normally a preparative reaction,the equilibrium must occur since ketones and aldehydes often reactthrough their enol forms as they do instantly in the preparation of thecompounds of the present invention. For a more detailed explanation ofthis chemistry see J. March "Advanced Organic Chemistry," John Wiley &Sons, New York (1985), pp. 66-68 and 527-529 and references therein.

The fragrance releasing siloxanes of the present invention are preparedfrom an organohydrogen siloxane via conventional hydrosilylation usingthe fragrance bearing olefinic silane as the alkenyl source, an exampleof this reaction being: ##STR5## In this specific instance, M^(H) hasthe formula R⁷ R⁸ HSiO_(1/2) and D has the formula R¹⁰ R¹¹ SiO_(2/2)where R⁷, R⁸, R¹⁰, and R¹¹ are all methyl groups.

Thus an organohydrogensiloxane having the formula:

    M.sub.f M.sup.H.sub.g D.sub.h D.sup.H.sub.i T.sub.j T.sup.H.sub.k Q.sub.l

where M has the formula R⁷ R⁸ R⁹ SiO_(1/2) ; M^(H) has the formula R⁷ R⁸HSiO_(1/2) ; D has the formula R¹⁰ R¹¹ SiO_(2/2) ; D^(H) has the formulaR¹⁰ HSiO_(2/2) ; T has the formula R¹² SiO_(3/2) ; T^(H) has the formulaHSiO_(3/2) ; and Q has the formula SiO_(4/2) where R⁷, R⁸, R⁹, R¹⁰, R¹¹and R¹² are each independently selected for each M, M^(H), D, D^(H), andT from the group of one to forty carbon atom monovalent alkyl or alkoxyradicals and one to forty carbon atom monovalent aryl or aryloxyradicals where the subscripts f or g are positive, and one or more ofthe subscripts h, i, j, k or l are positive, subject to the limitationthat one of the subscripts g, i, or k is one or greater than one.

The organohydrogensiloxane is reacted under hydrosilylation conditionsto produce a fragrance releasing siloxane having the formula:

    M.sub.f M.sup.F.sub.g D.sub.h D.sup.F.sub.i T.sub.j T.sup.F.sub.k Q.sub.l

where the components and subscripts satisfy the previous definitions andrequirements and M^(F) has the formula R⁷ R⁸ R^(F) SiO_(1/2) ; D^(F) hasthe formula R¹⁰ R^(F) SiO_(2/2) ; and T^(F) has the formula R^(F)SiO_(3/2) ; where R^(F) has the formula (R¹)_(a) (R²)_(b) (R³)_(c)(R⁴)_(d) (R⁵)_(e) SiR^(U) with R^(U) a two to forty atom divalenthydrocarbon radical where the subscripts and components are aspreviously defined. This non-volatile silicone undergoes a slowhydrolysis under most conditions of use whereby the silicone releases afragrant alcohol upon hydrolysis. This imparts a desirable odor to manydifferent useful compositions such as cosmetics and household products.

The hydrosilylation reaction is conventionally carried out in thepresence of a hydrosilylation catalyst selected from the group ofruthenium, osmium, rhodium, iridium, palladium and platinumhydrosilylation catalysts. Exemplary of such catalysts are thosedescribed in U.S. Pat. Nos. 2,823,218; 3,159,601; 3,159,662; and3,775,452.

The compositions of the present invention further provide that thefragrance releasing silicone have one or more substituents R¹, R², or R³where each substituent is independently selected whereby a fragrantaldehyde, ketone or ester resulting from hydrolysis of said silicone isselected from the group of fragrant esters, ketones, or aldehydesconsisting of 3-methyl-3-(3-(1-methylethylphenyl))propanal,2-methyl-3-(4-t-butylphenyl)propanal, 3-phenylpropional,2-phenylpropional, propional, isobutyral, 2-methylbutyral, hexanal,octanal, nonanal, decanal, 3,7-dimethyl-1-al, p-tolylacetaldehyde,phenylacetaldehyde,4-(3)(4-methyl-3-pentenyl)-3-cyclohexen-carbaldehyde,2,6-dimethyl-5-heptenal, 3,7-dimethyl-2,6-octadienal, trans-4-decenal,cyclamen aldehyde, 4-(p-methoxyphenyl)-2-butanone, acetophenone,2-pentanone, 2-butanone, 2-heptanone, 3-heptanone, 2-decanone,3-penten-2-one, 6-methyl-5-hepten-2-one, geranylacetone, ionone,5-methyl-alphaionone, 2-acetonaphtone, 2-methyl-3-phenylpropan-2-ylacetate, linalyl acetate, menthanyl acetate, 2-phenylethyl acetate,tetrahydrolinalyl acetate, phenethyl propionate, phenethylhexanoate, andbutyl acetate.

The fragrance releasing compounds of the present invention areparticularly suited to incorporation into personal care products toimpart a desirable long lasting fragrance to the products. Suitable usesinclude but are not limited to deodorants, antiperspirants, skin creams,facial creams, hair care products such as shampoos, mousses, stylinggels, protective creams, shaving creams, after shave, cologne, perfume,color cosmetics such as lipsticks, foundations, blushes, makeup, andmascara; and other cosmetic formulations where other silicon containingcomponents have been added and where it is desirable to impart afragrance. Incorporation of small amounts of the compositions of thepresent invention into fragrance products such as shaving lotions,colognes, toilet water, and perfumes can impart a desirable long lastingfragrance to these products. Further, the siloxanes of the presentinvention may incorporated into other products where it is desirable tomask unpleasant odors with a pleasant fragrance for example householdcleaning products such as waxes and polishes, automobile cleaningproducts such as waxes and polishes, detergents, textile coatings,paints, varnishes and the like subject to the limitation that the silaneof the present invention be compatible or capable of being renderedcompatible with the product in which it is incorporated.

Experimental

Vinylsilane 3 was prepared by in-situ formation of the enolate of 1,followed by displacement of the chloro group from 2. ##STR6##Hydrosilation of 3 onto a hydride terminated polysiloxane gave polymer4. ##STR7##

Hydrolysis Reactions

Polymer 4 was subjected to hydrolysis in aqueous base and acid underbasic conditions (NaOH), release of the2-methyl-3-(4-t-butylphenyl)propanal fragrance moiety was completewithin one hour as shown in Table 1. Under strong acid conditions(trifluoroacetic acid), approximately one hour was required for lease.Under less harsh conditions using acetic acid, release was completed inabout 7 hours. These examples demonstrate that fragrance moieties can beeffectively released over time.

                  TABLE 1                                                         ______________________________________                                        Release of 2-methyl-3-(4-t-butylphenyl)propanal from Polymer 4.                   Time (h) CH3COOH       CF3COOH NaOH                                       ______________________________________                                        0        15.7          18.7                                                     .61 24.3                                                                      3.58 65.2                                                                     4.4 61.7                                                                      7.3 72.4                                                                      0.5  35.3                                                                     .85  42.5                                                                     1.17  44.7                                                                    1.5  44.7                                                                     4.13  38.6                                                                    0.1   66.4                                                                    0.43   79.3                                                                   2.5   82.1                                                                  ______________________________________                                    

Dimethylvinylsilane 3--A 100 mL 3-neck round bottom flask equipped witha stir-bar, a thermometer, a condenser and a nitrogen inlet was chargedwith dimethylvinylchlorosilane (4.1 mL, 0.030 moles),2-methyl-3-(4-t-butylphenyl)propanal (5.0 g, 0.024 moles), triethylamineand N,N-dimethylformamide (DMF, 20 mL) and heated to 80° C. for 22 h.the mixture was diluted with 100 mL of Isopar-C®, and the mixture waswashed three times with cold saturated aqueous sodium bicarbonate, thencold 1N HCl, then bicarbonate, then dried over MgSO₄ and stripped togive 6.4 g (90%) product.

Preparation of Polymer 4--Vinyl silane 3 (5.0 g, 0.017 mole) and adivinyltetramethyldisiloxane platinum complex (2 mL of 5% solution inisopropanol) were heated to 65° C. and then M^(H) D₂₃ M^(H) (16.0 g,0.0086 mole) was added slowly over 0.5 h. The reaction was allowed tocontinue for 5.5 h then cooled to give polymer 4.

Hydrolysis of Polymer 4 with NaOH--The polymer (108.1 mg, 0.045 mmol)and dodecane (internal standard, 18.6 mg, 0.1092 mmol) was dissolved inTHF (2.0 g) and then treated with 0.35 wt % aqueous NaOH solution (0.31g). Aliquots were removed at timed intervals for GC analysis. Table 1shows the data for the release profile of2-methyl-3-(4-t-butylphenyl)propanal from the polymer.

Hydrolysis of Polymer 4 with CF₃ COOH--The polymer, polymer 4, (102.5mg, 0.0427 mmol) and dodecane (internal standard, 20.9 mg, 0.1227 mmol)was dissolved in THF (2.0 g) and then treated with 1.0 wt % aqueous CF₃COOH solution (0.30 g). Aliquots were removed at timed intervals for GCanalysis. Table 1 shows the data for the release profile of2-methyl-3-(4-t-butylphenyl)propanal from the polymer.

Hydrolysis of Polymer 4 with CH₃ COOH--The polymer, polymer 4, (111.1mg, 0.0463 mmol) and dodecane (internal standard, 18.8 mg, 0.110 mmol)was dissolved in THF (2.0 g) and then treated with 0.54 wt % aqueous CH₃COOH solution (0.32 g). Aliquots were removed at timed intervals for GCanalysis. Table 1 shows the data for the release profile of2-methyl-3-(4-t-butylphenyl)propanal from the polymer.

What is claimed is:
 1. A composition comprising a fragrance releasingsiloxane having the formula:

    M.sub.f M.sup.F.sub.g D.sub.h D.sup.F.sub.i T.sub.j T.sup.F.sub.k Q.sub.l

where M has the formula R⁷ R⁸ R⁹ SiO_(1/2) ; M^(F) has the formula R⁷ R⁸R^(F) SiO_(1/2) ; D has the formula R¹⁰ R¹¹ SiO_(2/2) ; D^(F) has theformula R¹⁰ R^(F) SiO_(2/2) ; T has the formula R¹² SiO_(3/2) ; T^(F)has the formula R^(F) SiO_(3/2) ; and Q has the formula SiO_(4/2) whereR⁷, R⁸, R⁹, R¹⁰, R¹¹ and R¹² are each independently selected for each M,M^(F), D, D^(F), T and T^(F) from the group of one to forty carbon atommonovalent alkyl or alkoxy radicals and six to forty carbon atommonovalent aryl or aryloxy radicals where the subscripts f or g arepositive, and one or more of the subscripts h, i, j, k or l arepositive, subject to the limitation that one of the subscripts g, i, ork is one or greater than one; where R^(F) has the formula (R¹)_(a)(R²)_(b) (R³)_(c) (R⁴)_(d) (R⁵)_(e) SiR^(U) with R^(U) a two to fortyatom divalent hydrocarbon radical, where R¹, R² and R³ are derived fromthe group of fragrant esters, ketones, or aldehydes, each independentlyhaving the structure:

    R.sup.7 --CH═C(O--)--R.sup.8,

with R⁴ and R⁵ selected from the group consisting of monovalenthydrocarbon radical having from one to forty carbon atoms and monovalentalkoxy radicals having from one to forty carbon atoms, where thesubscript a has a value ranging from 1 to 3 and the subscripts b, c, d,and e have values ranging from 0 to 2 subject to the limitation thata+b+c+d+e=3; R⁷ is selected from the group consisting of hydrogen andmonovalent hydrocarbon radicals having from one to one hundred carbonatoms and R⁸ is selected from the group consisting of hydrogen andmonovalent hydrocarbon radicals having from one to one hundred carbonatoms where the subscript a has a value ranging from 1 to 3 and thesubscripts b, c, d, and e have values ranging from 0 to 2 subject to thelimitation that a+b+c+d+e=3.
 2. The fragrance releasing siloxane ofclaim 1 wherein the subscript a has a value of
 2. 3. The fragrancereleasing siloxane of claim 1 wherein the subscript a has a value of 3.4. The fragrance releasing siloxane of claim 1 where the subscript l is0.
 5. The fragrance releasing siloxane of claim 4 where the subscript kis
 0. 6. The fragrance releasing siloxane of claim 5 where the subscriptj is
 0. 7. The fragrance releasing siloxane of claim 6 where thesubscript i is
 0. 8. The fragrance releasing siloxane of claim 7 wherethe subscript j is
 0. 9. The fragrance releasing siloxane of claim 7where R¹, R² and R³ are derived from the group of fragrant esters,ketones, or aldehydes consisting of3-methyl-3-(3-(1-methylethylphenyl))propanal,2-methyl-3-(4-t-butylphenyl)propanal, 3-phenylpropional,2-phenylpropional, propional, isobutyral, 2-methylbutyral, hexanal,octanal, nonanal, decanal, 3,7-dimethyl-1-al, p-tolylacetaldehyde,phenylacetaldehyde,4-(3)(4-methyl-3-pentenyl)-3-cyclohexen-carbaldehyde,2,6-dimethyl-5-heptenal, 3,7-dimethyl-2,6-octadienal, trans-4-decenal,cyclamen aldehyde, 4-(p-methoxyphenyl)-2-butanone, acetophenone,2-pentanone, 2-butanone, 2-heptanone, 3-heptanone, 2-decanone,3-penten-2-one, 6-methyl-5-hepten-2-one, geranylacetone, ionone,5-methyl-alpha-ionone, 2-acetonaphtone, 2-methyl-3-phenylpropan-2-ylacetate, linalyl acetate, menthanyl acetate, 2-phenylethyl acetate,tetrahydrolinalyl acetate, phenethyl propionate, phenethylhexanoate, andbutyl acetate.
 10. A cosmetic composition selected from the groupconsisting of deodorants, antiperspirants, skin creams, facial creams,hair care products shampoos, mousses, styling gels, protective creams,shaving creams, after shave, cologne, perfume, lipsticks, foundations,blushes, makeup, and mascara; and other cosmetic formulations whereother silicon containing components have been added comprising thefragrance releasing siloxane of claim 1.